Methyl morpholine oxide → HCID 54333143, compound

HRID 2277029Notes

Reaction equation

HRID 2277029 reaction equation
[CH3:1]/[C:2](/[CH2:6][CH2:7][CH2:8][CH2:9][CH3:10])=[CH:3]\[CH2:4][OH:5].C[N+]1([O-])CCOCC1>C(Cl)Cl.CCC[N+](CCC)(CCC)CCC.[O-][Ru](=O)(=O)=O>[CH3:1][C:2]([CH2:6][CH2:7][CH2:8][CH2:9][CH3:10])=[CH:3][CH:4]=[O:5]

Participants

5

Reactant 2

HCID 82029Methyl morpholine oxideHCID 1245392574676-77-0

Product 1

HCID 54333143HCID 54333143, compound

Reagents, catalysts & solvents 2

HCID 178419074HCID 178419074, compoundCatalystHCID 6344DichloromethaneSolvent

Procedure

(E)-3-Methyl-2-octenol (XX; 3 g; 21.4 mmol) was dissolved in 45 ml CH2Cl2. To the solution, was added 10 g 4A° molecular sieves (Aldrich), NMO (4.9 g; 41.8 mmol; Aldrich) and TPAP (0.44 g; 1.25 mmol; Aldrich). The suspension was stirred in the dark under argon for 30 min. The product was purified via silica chromatography (eluent: CH2Cl2). XXI was unstable and was used the same day or stored under argon at −78° C.

Workup

  1. customThe product was purified via silica chromatography (eluent: CH2Cl2)
  2. customstored under argon at −78° C.

Sources & evidence

ORD record
ord-7cf0138fb02540478d91c63f33693ca0
Source dataset
uspto-grants-2015_09
Patent number
US09133155B2

Reaction notes

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